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THE MECHANISM OF PROPENE ELIMINATION FROM THE IMMONIUM IONS CH2=N+(CH3)CH(CH3)2 AND CH2=N+(CH3)CH2CH2CH3

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UNSPECIFIED (1993) THE MECHANISM OF PROPENE ELIMINATION FROM THE IMMONIUM IONS CH2=N+(CH3)CH(CH3)2 AND CH2=N+(CH3)CH2CH2CH3. [Journal Item]

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Abstract

It is shown by H-2-labelling experiments that beta-hydrogen transfer from the propyl group to the nitrogen atom is not an adequate general explanation for propene loss from CH2=N+(CH3)C3H, ions: beta-hydrogen transfer occurs for CH2=N+(CH3)CH(CH3)2, in which the N-alkyl substituent corresponds to a stable isopropyl cation; but alpha- and gamma-hydrogen transfer dominate for CH2=N+(CH3)CH2CH2CH3, in which isomerisation of the unstable incipient n-propyl cation precedes propene expulsion.

Item Type: Journal Item
Subjects: Q Science > QD Chemistry
Journal or Publication Title: JOURNAL OF THE CHEMICAL SOCIETY-PERKIN TRANSACTIONS 2
Publisher: ROYAL SOC CHEMISTRY
ISSN: 0300-9580
Date: March 1993
Number: 3
Number of Pages: 3
Page Range: pp. 285-287
Publication Status: Published
URI: http://wrap.warwick.ac.uk/id/eprint/21498

Data sourced from Thomson Reuters' Web of Knowledge

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